ES2063837T3 - NEW PROCEDURE FOR THE SYNTHESIS OF LEVODOPA. - Google Patents
NEW PROCEDURE FOR THE SYNTHESIS OF LEVODOPA.Info
- Publication number
- ES2063837T3 ES2063837T3 ES89830316T ES89830316T ES2063837T3 ES 2063837 T3 ES2063837 T3 ES 2063837T3 ES 89830316 T ES89830316 T ES 89830316T ES 89830316 T ES89830316 T ES 89830316T ES 2063837 T3 ES2063837 T3 ES 2063837T3
- Authority
- ES
- Spain
- Prior art keywords
- levodopa
- synthesis
- amino
- new procedure
- propionitrilo
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title abstract 3
- WTDRDQBEARUVNC-LURJTMIESA-N L-DOPA Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-LURJTMIESA-N 0.000 title abstract 2
- WTDRDQBEARUVNC-UHFFFAOYSA-N L-Dopa Natural products OC(=O)C(N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-UHFFFAOYSA-N 0.000 title abstract 2
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- 229960004502 levodopa Drugs 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- 239000002253 acid Substances 0.000 abstract 3
- 208000018737 Parkinson disease Diseases 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 230000011987 methylation Effects 0.000 abstract 1
- 238000007069 methylation reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
- C07C229/36—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/30—Preparation of optical isomers
- C07C227/34—Preparation of optical isomers by separation of optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/42—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
- C07C255/43—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms the carbon skeleton being further substituted by singly-bound oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Analytical Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
NUEVOS PROCESOS PARA LA SINTESIS DE LEVODOPA, ACIDO L-(-)-2-AMINO-3-(3,4-DIHIDROXIFENIL) PROPIONICO, MEDICAMENTO UTILIZADO EN EL TRATAMIENTO DE LA ENFERMEDAD DE PARKINSON. EL PROCESO CONSISTE EN RESOLVER CON ACIDO D-CANFORSULFONICO, O CON UNA DE SUS SALES EL D,L-2-AMINO-3-(3,4-DIMETOXIFENIL) PROPIONITRILO, OBTENIDO A PARTIR DE 3,4-DIMETOXIFENILACETALDEHIDO, Y EN LA SECUENCIA HIDROLISIS Y METILACION, POR MEDIO DE DISOLUCIONES CONCENTRADAS DE ACIDOS HALOIDEOS, DEL D-2-AMINO-3-(3,4-DIMETOXIFENIL PROPIONITRILO Y DE SUS SALES.NEW PROCESSES FOR THE SYNTHESIS OF LEVODOPA, ACID L - (-) - 2-AMINO-3- (3,4-DIHIDROXIFENIL) PROPIONICO, A MEDICINE USED IN THE TREATMENT OF PARKINSON'S DISEASE. THE PROCESS CONSISTS OF RESOLVING WITH D-CANPHORSULPHONIC ACID, OR WITH ONE OF ITS SALTS, D, L-2-AMINO-3- (3,4-DIMETOXIFENIL) PROPIONITRILO, OBTAINED FROM 3,4-DIMETOXIFENILACETALDEHIDO, AND IN THE HYDROLYSIS AND METHYLATION SEQUENCE, BY CONCENTRATED DISSOLUTIONS OF HALOID ACIDS, D-2-AMINO-3- (3,4-DIMETOXIFENIL PROPIONITRILO AND ITS SALTS.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT8821322A IT1226902B (en) | 1988-07-12 | 1988-07-12 | LEVODOPA SYNTHESIS PROCESS |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2063837T3 true ES2063837T3 (en) | 1995-01-16 |
Family
ID=11180092
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES89830316T Expired - Lifetime ES2063837T3 (en) | 1988-07-12 | 1989-07-07 | NEW PROCEDURE FOR THE SYNTHESIS OF LEVODOPA. |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US4962223A (en) |
| EP (1) | EP0357565B1 (en) |
| JP (1) | JP2507069B2 (en) |
| KR (1) | KR960004185B1 (en) |
| AR (1) | AR248267A1 (en) |
| AT (1) | ATE111439T1 (en) |
| AU (1) | AU615083B2 (en) |
| CA (1) | CA1338672C (en) |
| DD (1) | DD284674A5 (en) |
| DE (1) | DE68918207T2 (en) |
| DK (1) | DK172106B1 (en) |
| ES (1) | ES2063837T3 (en) |
| FI (1) | FI101534B1 (en) |
| HU (1) | HU203318B (en) |
| IE (1) | IE65956B1 (en) |
| IL (1) | IL90844A0 (en) |
| IT (1) | IT1226902B (en) |
| NO (1) | NO174293C (en) |
| NZ (1) | NZ229910A (en) |
| PL (1) | PL160103B1 (en) |
| PT (1) | PT91144B (en) |
| YU (1) | YU47907B (en) |
| ZA (1) | ZA895255B (en) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5459145A (en) * | 1988-01-19 | 1995-10-17 | Pfizer Inc. | Calcium independent camp phosphodiesterase inhibitor antidepressant |
| IT1226903B (en) * | 1988-07-12 | 1991-02-21 | Mini Ricerca Scient Tecnolog | PROCESS FOR THE SYNTHESIS OF OPTICALLY ACTIVE AMINO ACIDS |
| US5395935A (en) * | 1992-05-08 | 1995-03-07 | Pfizer Inc. | Endo-bicyclo[2.2.1]heptan-2-ol and derived pharmaceutical agents |
| DE19502967A1 (en) * | 1995-01-31 | 1996-08-01 | Basf Ag | Process for the resolution of 2-aryl-2-omega-alkylaminoalkanenitriles |
| JP3634207B2 (en) * | 1999-09-14 | 2005-03-30 | 独立行政法人科学技術振興機構 | Process for producing optically active α-amino nitrile and α-amino acids |
| US20040002615A1 (en) * | 2002-06-28 | 2004-01-01 | Allen David Robert | Preparation of chiral amino-nitriles |
| CA2501345A1 (en) * | 2002-10-11 | 2004-04-22 | Depomed Development, Ltd. | Gastro-retentive levodopa delivery form |
| DE10261807A1 (en) * | 2002-12-19 | 2004-07-01 | Turicum Drug Development Ag | Deuterated catecholamine derivatives and medicinal products containing these compounds |
| WO2004069146A2 (en) * | 2003-02-07 | 2004-08-19 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | L-dopa amide derivatives and uses thereof |
| BRPI0708071A8 (en) | 2006-02-17 | 2017-12-26 | Birds Pharma Gmbh Berolina Innovative Res & Development Services | DEUTERATED CATECHOLAMINE DERIVATIVES AND DRUGS INCLUDING SAID COMPOUNDS |
| US10258585B2 (en) | 2014-03-13 | 2019-04-16 | Neuroderm, Ltd. | DOPA decarboxylase inhibitor compositions |
| PT3116475T (en) | 2014-03-13 | 2020-12-15 | Neuroderm Ltd | Dopa decarboxylase inhibitor compositions |
| MX2021003730A (en) | 2018-09-28 | 2021-06-18 | Univ Griffith | Agents and methods for modulating pathogen activity. |
| US11213502B1 (en) | 2020-11-17 | 2022-01-04 | Neuroderm, Ltd. | Method for treatment of parkinson's disease |
| US11844754B2 (en) | 2020-11-17 | 2023-12-19 | Neuroderm, Ltd. | Methods for treatment of Parkinson's disease |
| US11331293B1 (en) | 2020-11-17 | 2022-05-17 | Neuroderm, Ltd. | Method for treatment of Parkinson's disease |
| US12161612B2 (en) | 2023-04-14 | 2024-12-10 | Neuroderm, Ltd. | Methods and compositions for reducing symptoms of Parkinson's disease |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA504449A (en) * | 1954-07-20 | C. Britton Edgar | Alpha-amino-beta-alkoxy-butyronitriles and method of making same | |
| NL299155A (en) * | 1962-10-11 | |||
| US3845076A (en) * | 1971-04-20 | 1974-10-29 | Sagami Chem Res | Method of preparing aldehydes |
| JPS4920305A (en) * | 1972-06-21 | 1974-02-22 | ||
| HU165026B (en) * | 1972-08-11 | 1974-06-28 | ||
| US4072698A (en) * | 1976-12-02 | 1978-02-07 | The Upjohn Company | Resolution of aminonitriles |
| YU93877A (en) * | 1977-04-08 | 1982-06-30 | Krka | Process for the resolution of racemic alpha-aminonitrils |
| IL59048A (en) * | 1979-12-27 | 1984-01-31 | Plantex Ltd | Process for the preparation of alpha-amino-3-phenyl-propionitriles and novel benzylidene amino acetonitriles as intermediates therefor |
| DE3002543A1 (en) * | 1980-01-25 | 1981-07-30 | Basf Ag, 6700 Ludwigshafen | 4-TERT.-BUTOXYPHENYLGLYCINNITRILE AND METHOD FOR PRODUCING D - (-) - AND L - (+) - 4-HYDROXYPHENYLGLYCIN |
| JPS56115749A (en) * | 1980-02-18 | 1981-09-11 | Sagami Chem Res Center | Dopa derivative |
| JPS61275253A (en) * | 1985-05-30 | 1986-12-05 | Nippon Kayaku Co Ltd | Production of 3-(3,4-dihydroxyphenyl)-2-methylalanine |
| FR2614626B1 (en) * | 1987-04-30 | 1989-07-21 | Ranoux Claude | CONTAINER FOR FERTILIZATION OF OVOCYTES AND REPLACEMENT OF EMBRYOS IN HUMANS AND ANIMALS |
-
1988
- 1988-07-12 IT IT8821322A patent/IT1226902B/en active
-
1989
- 1989-07-03 US US07/375,131 patent/US4962223A/en not_active Expired - Fee Related
- 1989-07-03 IL IL90844A patent/IL90844A0/en not_active IP Right Cessation
- 1989-07-07 AT AT89830316T patent/ATE111439T1/en not_active IP Right Cessation
- 1989-07-07 ES ES89830316T patent/ES2063837T3/en not_active Expired - Lifetime
- 1989-07-07 DE DE68918207T patent/DE68918207T2/en not_active Expired - Fee Related
- 1989-07-07 EP EP89830316A patent/EP0357565B1/en not_active Expired - Lifetime
- 1989-07-11 DD DD89330685A patent/DD284674A5/en not_active IP Right Cessation
- 1989-07-11 NO NO892861A patent/NO174293C/en not_active IP Right Cessation
- 1989-07-11 NZ NZ229910A patent/NZ229910A/en unknown
- 1989-07-11 DK DK342489A patent/DK172106B1/en not_active IP Right Cessation
- 1989-07-11 IE IE222789A patent/IE65956B1/en not_active IP Right Cessation
- 1989-07-11 ZA ZA895255A patent/ZA895255B/en unknown
- 1989-07-11 HU HU893486A patent/HU203318B/en not_active IP Right Cessation
- 1989-07-11 AR AR89314355A patent/AR248267A1/en active
- 1989-07-11 PL PL89280528A patent/PL160103B1/en unknown
- 1989-07-11 FI FI893368A patent/FI101534B1/en not_active IP Right Cessation
- 1989-07-12 AU AU38057/89A patent/AU615083B2/en not_active Ceased
- 1989-07-12 PT PT91144A patent/PT91144B/en not_active IP Right Cessation
- 1989-07-12 KR KR1019890009905A patent/KR960004185B1/en not_active Expired - Fee Related
- 1989-07-12 YU YU139989A patent/YU47907B/en unknown
- 1989-07-12 JP JP1180152A patent/JP2507069B2/en not_active Expired - Lifetime
- 1989-07-12 CA CA000605420A patent/CA1338672C/en not_active Expired - Fee Related
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
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